A Sequential Two‐Component Etherification/Oxa‐Conjugate Addition Reaction: Asymmetric Synthesis of (+)‐Leucascandrolide A Macrolactone | Zendy

Evans P. Andrew | Zendy; Andrews William J. | Zendy

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A Sequential Two‐Component Etherification/Oxa‐Conjugate Addition Reaction: Asymmetric Synthesis of (+)‐Leucascandrolide A Macrolactone

Author(s) -

Evans P. Andrew,

Andrews William J.

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200801357

Subject(s) - tetrahydropyran , yield (engineering) , conjugate , sequence (biology) , stereochemistry , chemistry , component (thermodynamics) , combinatorial chemistry , mathematics , ring (chemistry) , organic chemistry , materials science , physics , biochemistry , mathematical analysis , metallurgy , thermodynamics

A smooth operator : The asymmetric synthesis of the macrolactone of (+)‐leucascandrolide A (see structure) has been accomplished through a convergent route (longest linear sequence of 14 steps) in 20 % overall yield. The assembly of the 1,5‐bis(tetrahydropyran) core in a single operation provides the most concise synthetic approach developed to date.

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