Stereochemistry of remote dianion addition to imines. Application to the synthesis of (1S, 8aS)-1-hydroxyindolizidine

DOI: 10.1016/0040-4020(95)00037-9

Source and publish data:

Tetrahedron p. 2865 - 2874 (1995)

Update date:2022-08-03

Topics: Formation of the Iminium Ion Further Functionalization

Authors:

Green, Diana L. C.

Kiddle, James J.

Thompson, Charles M.

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Article abstract of DOI:10.1016/0040-4020(95)00037-9

A stereoselective route to (1S, 8aS)-1-hydroxyindolizidine is reported herein that incorporates as a pivotal step the diastereoselective addition of the dianion of 4-(phenylsulfonyl)butanoic acid (4-PSBA) to a chiral α-benzyloxymethyl imine.

Full text of DOI:10.1016/0040-4020(95)00037-9

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