Stereocontrolled formation of cis and trans ring junctions in hydrindane, decalin, and steroid systems by palladium-catalyzed regioselective and stereospecific hydrogenolysis of allylic formates

DOI: 10.1016/S0040-4020(01)87264-1

Source and publish data:

Tetrahedron p. 5483 - 5493 (1993)

Update date:2022-08-10

Topics:

Authors:

Mandai, Tadakatsu

Matsumoto, Takaji

Kawada, Mikio

Tsuji, Jiro

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Article abstract of DOI:10.1016/S0040-4020(01)87264-1

Both the cis and trans ring junctions can be generated selectively in hydrindane, decalin and steroid systems by the palladium-catalyzed regioselective and stereospecific decarboxylation-hydrogenolysis of allylic formates. The trans junctions were formed from 3β allylic formates of decalin and steroid and 5β allylic formates of hydrindane. The corresponding 3α and 5α formates generate the cis ring junction.

Full text of DOI:10.1016/S0040-4020(01)87264-1

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