References and Notes
<A NAME="RW16907ST-1A">1a</A>
March J.
Advanced Organic Chemistry
4th ed.:
Wiley;
New York:
1992.
<A NAME="RW16907ST-1B">1b</A>
Scolastic C.
Nocotra F.
Current Trends in Organic Synthesis
Plenum;
New York:
1999.
<A NAME="RW16907ST-2A">2a</A>
Yasuda M.
Somyo T.
Baba A.
Angew. Chem. Int. Ed.
2006,
45:
793
<A NAME="RW16907ST-2B">2b</A>
Qin H.
Yamagiwa N.
Matsunaga S.
Shibasaki M.
Angew. Chem. Int. Ed.
2007,
46:
409
<A NAME="RW16907ST-2C">2c</A>
Kischel J.
Mertins K.
Michalik D.
Zapf A.
Beller M.
Adv. Synth. Catal.
2007,
349:
865
<A NAME="RW16907ST-2D">2d</A>
Jana U.
Biswas S.
Maiti S.
Tetrahedron Lett.
2007,
48:
4065
<A NAME="RW16907ST-2E">2e</A>
Zhang Q.
Sun S.
Hu J.
Liu Q.
Tan J.
J. Org. Chem.
2007,
72:
139
<A NAME="RW16907ST-2F">2f</A>
Rueping M.
Nachtsheim BJ.
Kuenkel A.
Org. Lett.
2007,
9:
825
<A NAME="RW16907ST-2G">2g</A>
Li Z.
Li C.
J. Am. Chem. Soc.
2006,
128:
56
<A NAME="RW16907ST-2H">2h</A>
Sanz R.
Miguel D.
Martinez A.
Alvarez-Gutierrez JM.
Rodriguez F.
Org. Lett.
2007,
9:
727
<A NAME="RW16907ST-2I">2i</A>
Sanz R.
Miguel D.
Martinez A.
Alvarez-Gutierrez JM.
Rodriguez F.
Org. Lett.
2007,
9:
2027
<A NAME="RW16907ST-3A">3a</A>
Anastas PT.
Warner JC.
Green Chemistry: Theory and Practice
Oxford University Press;
Oxford:
1998.
<A NAME="RW16907ST-3B">3b</A>
Ahluwalia VK.
Kidwai M.
New Trends in Green Chemistry
Kluwer Academic;
Dordrecht:
2004.
<A NAME="RW16907ST-3C">3c</A>
Kidwai M.
Pure Appl. Chem.
2006,
78:
1983
<A NAME="RW16907ST-4A">4a</A>
Trost BM.
Science
1991,
254:
1471
<A NAME="RW16907ST-4B">4b</A>
Trost BM.
Acc. Chem. Res.
2002,
35:
695
<A NAME="RW16907ST-5">5</A>
Leitner A.
Larsen J.
Steffens CJ.
Hartwig F.
J. Org. Chem.
2004,
69:
7552
<A NAME="RW16907ST-6A">6a</A>
Yao X.
Li C.
J. Am. Chem. Soc.
2004,
126:
6884
<A NAME="RW16907ST-6B">6b</A>
Nguyen R.
Yao XD.
Bohle S.
Li C.
Org. Lett.
2005,
7:
673
<A NAME="RW16907ST-7">7</A>
Yao X.
Li C.
J. Org. Chem.
2005,
70:
5752
<A NAME="RW16907ST-8A">8a</A>
Kennedy-Smith JJ.
Staben ST.
Toste FD.
J. Am. Chem. Soc.
2004,
126:
4526
<A NAME="RW16907ST-8B">8b</A>
Staben ST.
Kennedy-Smith JJ.
Toste FD.
Angew. Chem. Int. Ed.
2004,
43:
5350
<A NAME="RW16907ST-9">9</A>
Gao Q.
Zheng B.-F.
Li J.-H.
Yang D.
Org. Lett.
2005,
7:
2185
<A NAME="RW16907ST-10">10</A>
Kuninobu Y.
Kawata A.
Takai K.
Org. Lett.
2005,
7:
4823
<A NAME="RW16907ST-11">11</A>
Endo K.
Hatakeyama T.
Nakamura M.
Nakamura E.
J. Am. Chem. Soc.
2007,
129:
5264
<A NAME="RW16907ST-12A">12a</A>
Kischel J.
Michalik D.
Zapf A.
Beller M.
Chem. Asian J.
2007,
2:
909
<A NAME="RW16907ST-12B">12b</A>
Duan Z.
Xuan X.
Wu Y.
Tetrahedron Lett.
2007,
48:
5157
<A NAME="RW16907ST-13">13</A>
Motokura K.
Fujita N.
Mori K.
Mizugaki T.
Ebitani K.
Kaneda K.
Angew. Chem. Int. Ed.
2006,
45:
2605
<A NAME="RW16907ST-14">14</A>
Kischel J.
Jovel I.
Mertins K.
Zapf A.
Beller M.
Org. Lett.
2006,
8:
19
<A NAME="RW16907ST-15A">15a</A>
Iglesias E.
J. Phys. Chem.
1996,
100:
12592
<A NAME="RW16907ST-15B">15b</A>
Fenrnandez-Zertuche M.
Robledo-Perez R.
Meza-Avina ME.
Ordonez-Palacios M.
Tetrahedron Lett.
2002,
43:
3777
<A NAME="RW16907ST-16">16</A>
Li R.
Wang SR.
Lu W.
Org. Lett.
2007,
9:
2219
For some samples, see references 12, 13, 15, and:
<A NAME="RW16907ST-17A">17a</A>
Taylor JG.
Whittall N.
Hii KK.
Chem. Commun.
2005,
5103
<A NAME="RW16907ST-17B">17b</A>
Reuping M.
Nachtsheim BJ.
Scheidt T.
Org. Lett.
2006,
8:
3717
<A NAME="RW16907ST-17C">17c</A>
Rosenfeld DC.
Shekhar S.
Takemiya A.
Utsunomiya M.
Hartwig JF.
Org. Lett.
2006,
8:
4179
<A NAME="RW16907ST-17D">17d</A>
Oe Y.
Ohta T.
Ito Y.
Chem. Commun.
2004,
1620
<A NAME="RW16907ST-18">18</A>
All the products have been fully characterized by 1H NMR (600 MHz) and 13C NMR (150 MHz) and the analyses were in agreement with published data. Data that
were not found in the literature are as follows: Product 3b: 1H NMR [600 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 8.03-8.05 (m, 4 H), 7.93-7.96 (m, 4 H), 7.36-7.56
(m, 6 H), 6.85-6.94 (m, 4 H), 4.95 (d, J = 3.6 Hz, 1 H), 4.93 (d, J = 3.0 Hz, 1 H), 3.85 (s, 3 H), 3.81 (s, 3 H), 2.67-2.73 (m, 2 H), 2.24 (s, 2 H),
1.94 (s, 2 H), 1.55-1.64 (m, 2 H), 1.40-1.47 (m, 6 H), 1.25-1.30 (m, 2 H), 1.17-1.20
(m, 4 H), 1.07-1.12 (m, 2 H). 13C NMR [150 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 196.22, 196.63, 194.31, 193.68, 163.89, 163.72,
137.27, 137.18, 133.44, 133.25, 131.42, 131.28, 130.26, 130.12, 128.94, 128.81, 128.77,
128.72, 114.12, 113.95, 64.57, 64.49, 55.57, 55.52, 43.62, 43.59, 39.84, 39.52, 37.48,
37.00, 36.77, 36.76, 36.05, 36.03, 30.10, 28.60, 28.58. HRMS: m/z calcd for C23H24O3: 348.1725; found: 348.1720. Product 3c: 1H NMR [600 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 7.93-8.04 (m, 4 H), 7.28-7.65 (m, 12 H), 7.04-7.12
(m, 2 H), 5.02 (d, J = 11.4 Hz, 2 H), 3.81 (s, 3 H), 3.73 (s, 3 H), 2.68-2.72 (m, 2 H), 2.24 (s, 2 H),
1.95 (s, 2 H), 1.61-1.65 (m, 2 H), 1.48 (m, 6 H), 1.29 (m, 2 H), 1.20-1.21 (m, 4 H),
1.09-1.11 (m, 2 H). 13C NMR [150 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 195.92, 195.69, 195.27, 195.00, 160.08, 159.94,
138.61, 138.55, 137.33, 137.25, 133.55, 133.35, 129.89, 129.74, 128.97, 128.82, 121.52,
121.40, 120.42, 120.31, 112.95, 112.73, 64.33, 55.47, 55.39, 43.81, 43.79, 39.74,
39.65, 37.39, 37.28, 36.78, 36.13, 30.13, 28.61. HRMS: m/z calcd for C23H24O3: 348.1725; found: 348.1720. Product 3d: 1H NMR [600 MHz, CDCl3; diastereomeric mixture (48:52)]: δ = 7.77-7.96 (m, 8 H), 7.29-7.48 (m, 6 H), 7.10-7.19
(m, 4 H), 4.91 (d, J = 10.8 Hz, 2 H), 2.64 (m, 2 H), 2.33 (s, 3 H), 2.18 (s, 3 H), 2.16 (s, 2 H), 1.87
(s, 2 H), 1.53-1.56 (m, 2 H), 1.40 (m, 6 H), 1.19-1.22 (m, 2 H), 1.11-1.14 (m, 4 H),
1.03 (m, 2 H). 13C NMR [150 MHz, CDCl3; diastereomeric mixture (48:52)]: δ = 196.06, 195.49, 195.46, 194.88, 144.57, 144.32,
137.27, 137.18, 134.77, 134.65, 133.48, 133.28, 129.66, 129.49, 129.15, 129.01, 128.95,
128.89, 128.78, 128.74, 64.39, 64.33, 43.70, 43.65, 39.78, 39.55, 37.45, 37.12, 36.76,
36.07, 30.11, 30.10, 28.60, 28.58, 21.73, 21.67. Anal. Calcd for C23H24O2: C, 83.10; H, 7.28. Found: C, 82.84; H, 7.42. Product 3e: 1H NMR [600 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 7.88-8.04 (m, 8 H), 7.35-7.60 (m, 10 H), 4.93
(d, J = 11.4 Hz, 2 H), 2.69-2.72 (m, 2 H), 2.25 (s, 2 H), 1.94 (s, 1 H), 1.91 (s, 1 H),
1.60-1.62 (m, 2 H), 1.47 (m, 6 H), 1.27-1.29 (m, 2 H), 1.21-1.98 (m, 2 H), 1.06-1.10
(m, 2 H). 13C NMR [150 MHz, CDCl3; diastereomeric mixture (50:50)]: δ = 195.84, 195.22, 194.77, 194.20, 140.17, 139.94,
137.11, 136.99, 135.44, 135.35, 133.75, 133.54, 130.40, 130.24, 129.27, 129.11, 129.02,
128.97, 128.86, 128.82, 64.95, 64.93, 43.60, 39.72, 39.67, 37.29, 37.22, 36.76, 36.05,
36.04, 30.09, 28.55. Anal. Calcd for C22H21ClO2: C, 74.89; H, 6.00. Found: C, 74.50; H, 6.06. Product 3g: 1H NMR [600 MHz, CDCl3; diastereomeric mixture (48:52)]: δ = 7.90-7.93 (m, 4 H), 7.26-7.29 (m, 4 H), 4.26
(d, J = 11.4 Hz, 1 H), 4.20 (d, J = 11.4 Hz, 1 H), 2.50-2.57 (m, 2 H), 2.42 (s, 3 H), 2.41 (s, 3 H), 2.27 (s, 1 H),
2.19 (s, 1 H), 2.13 (s, 3 H), 2.10 (s, 3 H), 1.94 (s, 1 H), 1.81 (s, 1 H), 1.09-1.52
(m, 15 H), 0.86-0.88 (m, 1 H). 13C NMR [150 MHz, CDCl3; diastereomeric mixture (48:52)]: δ = 204.65, 204.43, 196.00, 196.54, 144.82, 144.79,
134.93, 134.87, 129.62, 129.57, 70.66, 70.11, 42.53, 42.43, 40.19, 39.03, 37.25, 36.88,
36.72, 35.79, 35.72, 35.33, 30.11, 30.08, 28.60, 28.58, 27.33, 27.12, 21.75. HRMS:
m/z calcd for C18H22O2: 270.1620; found: 270.1620. Product 3h: 1H NMR (600 MHz, CDCl3): δ = 5.30 (s, 1 H), 4.02 (d, J = 6.6 Hz, 1 H), 2.40-2.41 (m, 1 H), 2.30-2.36 (m, 5 H), 1.05-1.98 (m, 10 H). 13C NMR (150 MHz, CDCl3): d = 199.91, 176.84, 103.79, 81.35, 40.98, 39.81, 36.76, 35.38, 35.34, 29.36, 28.21,
24.21, 21.31. HRMS: m/z calcd for C13H18O2: 206.1307; found: 206.1307. Product 6: 1H NMR (600 MHz, CDCl3): δ = 7.90 (d, J = 7.8 Hz, 2 H), 7.22 (d, J = 7.8 Hz, 2 H), 4.83 (d, J = 6.6 Hz, 1 H), 2.44 (d, J = 4.8 Hz, 1 H), 2.40 (s, 3 H), 2.33 (br s, 1 H), 1.82 (ddd, J = 2.4, 7.2, 13.8 Hz, 1 H), 1.45-1.65 (m, 4 H), 1.15-1.23 (m, 3 H). 13C NMR (150 MHz, CDCl3): δ = 166.36, 143.35, 129.56, 129.03, 128.21, 77.98, 41.63, 39.74, 35.50, 28.28,
24.37, 21.70. HRMS: m/z calcd for C15H18O2: 230.1307; found: 230.1307.
