STEREOSPECIFIC APPROACH TO 3-OXOCEN-7-ONES VIA ALIPHATIC CLAISEN REARRANGEMENT. SYNTHESIS OF (+)-(2R,8S)- AND (+)-(2R,8R)-LAUTHISAN

DOI: 10.1016/S0040-4020(01)85577-0

Source and publish data:

Tetrahedron p. 4487 - 4502 (1990)

Update date:2022-08-15

Topics:

Authors:

Paquette, Leo A.

Sweeney, Thomas J.

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Article abstract of DOI:10.1016/S0040-4020(01)85577-0

A general synthetic strategy based upon thermally-induced Claisen ring expansion as the pivotal step allows for rapid elaboration of the lauthisans in enantiomerically pure condition and proper absolute configuration.The short sequence (nine steps) constitutes a new and versatile route to naturally occurring medium-ring ethers.

Full text of DOI:10.1016/S0040-4020(01)85577-0

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