STEREOSELECTIVE TOTAL SYNTHESES OF (+/-)-SINULARENE AND OF (+/-)-5-EPI-SINULARENE VIA INTRAMOLECULAR TYPE-I-"MAGNESIUM-ENE" REACTION

DOI: 10.1016/S0040-4039(00)85684-1

Source and publish data:

Tetrahedron Letters p. 4673 - 4676 (1982)

Update date:2022-08-03

Topics:

Authors:

Oppolzer, Wolfgang

Strauss, Heinrich F.

Simmons, Dana P.

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Article abstract of DOI:10.1016/S0040-4039(00)85684-1

(+/-)-Sinularene (1) as well as (+/-)-5-epi-sinularene (9) were synthesised in a stereocontrolled manner from the norbornene 2 in overall yields of 4 percent and 8 percent, respectively.The key step 5 <*> 6 involves a regio- and stereoselective intramolecular "magnesium-ene" reaction.

Full text of DOI:10.1016/S0040-4039(00)85684-1

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