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Total synthesis of aeruginosin 98B.


ABSTRACT: The first total synthesis of aeruginosin 98B was accomplished. The key step is a highly diastereoselective Pd-catalyzed intramolecular asymmetric allylic alkylation reaction of a diastereomeric mixture of allylic carbonates that is enabled by the use of racemic phosphine ligand L1.

SUBMITTER: Trost BM 

PROVIDER: S-EPMC3551629 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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Total synthesis of aeruginosin 98B.

Trost Barry M BM   Kaneko Toshiyuki T   Andersen Neil G NG   Tappertzhofen Christoph C   Fahr Bruce B  

Journal of the American Chemical Society 20121112 46


The first total synthesis of aeruginosin 98B was accomplished. The key step is a highly diastereoselective Pd-catalyzed intramolecular asymmetric allylic alkylation reaction of a diastereomeric mixture of allylic carbonates that is enabled by the use of racemic phosphine ligand L1. ...[more]

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