Asymmetric Iterative Hydration of Polyene Strategy to Cryptocaryols A and B

Thomas J. Hunter; Yanping Wang; Jiamin Zheng; George A. O’Doherty

doi:10.1055/s-0035-1561607

Synthesis, Inhaltsverzeichnis

Synthesis 2016; 48(11): 1700-1710
DOI: 10.1055/s-0035-1561607

special topic

Asymmetric Iterative Hydration of Polyene Strategy to Cryptocaryols A and B

Thomas J. Hunter

^bMilliporeSigma, 645 Science Drive, Madison, WI 53711, USA

,

Yanping Wang

^aDepartment of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA eMail: G.ODoherty@neu.edu

,

Jiamin Zheng

^aDepartment of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA eMail: G.ODoherty@neu.edu

,

George A. O’Doherty*

^aDepartment of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA eMail: G.ODoherty@neu.edu

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Abstract

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Abstract

The development of two iterative asymmetric hydration approaches to the synthesis of all syn- and syn/anti/syn-1,3,5,7-tetraol motifs is described. These pseudo-symmetric products are synthetic precursors for 1,3-hexol products. The utility of the route to the all syn-1,3,5,7-tetraol diastereoisomer was demonstrated with its use in the synthesis of cryptocaryols A and B, as well as, stereoisomers.

Key words

asymmetric synthesis - iterative hydration - cryptocaryol A - cryptocaryol B - 1,3-polyols

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Referenzen

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