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Bio-inspired polyene cyclization: synthesis of tetracyclic terpenoids promoted by steroidal acetal-SnCl4.

Chemical communications (Cambridge, England) (2008-03-14)
Yu-Jun Zhao, Teck-Peng Loh
RÉSUMÉ

This communication describes a highly efficient intermolecular polyene cyclization method using steroidal acetals as the initiators to synthesize tetracyclic terpenoids; both good yields and good asymmetric induction were obtained.

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Sigma-Aldrich
Tin(IV) chloride, 98%
Sigma-Aldrich
Tin(IV) chloride, 99.995% trace metals basis
Sigma-Aldrich
Tin(IV) chloride solution, 1.0 M in methylene chloride