Stereodivergent Total Synthesis of (+)‐Aspergillide B and (+)‐7‐ epi ‐Aspergillide A | Zendy

Sridhar Y. | Zendy; Srihari P. | Zendy

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Stereodivergent Total Synthesis of (+)‐Aspergillide B and (+)‐7‐ epi ‐Aspergillide A

Author(s) -

Sridhar Y.,

Srihari P.

Publication year - 2013

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201201155

Subject(s) - chemistry , hydrosilylation , stereoselectivity , alkynylation , total synthesis , stereochemistry , enantioselective synthesis , mitsunobu reaction , organic chemistry , catalysis

The stereoselective total syntheses of (+)‐aspergillide B and (+)‐7‐epi‐aspergillide A were achieved. The key reactions include Noyori's asymmetric transfer hydrogenation, an Achmatowicz rearrangement, a Ferrier‐type alkynylation, a hydrosilylation–protodesilylation, a CBS (Corey–Bakshi–Shibata) oxazaborolidine reduction, a Yamaguchi macrolactonization, and a Mitsunobu macrolactonization.

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