Regio‐ and Stereoselective Functionalizations of Tricyclo [3.3.0.0 2,8 ]octan‐3‐one, a Potential Synthon for Polycyclopentanoid Terpenes and Prostacyclin Analogs. Preliminary Communication | Zendy

Demuth Martin | Zendy; Chandrasekhar Sosale | Zendy; Nakano Koichi | Zendy; Raghavan Palaykotai R. | Zendy; Schaffner Kurt | Zendy

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Regio‐ and Stereoselective Functionalizations of Tricyclo [3.3.0.0 2,8 ]octan‐3‐one, a Potential Synthon for Polycyclopentanoid Terpenes and Prostacyclin Analogs. Preliminary Communication

Author(s) -

Demuth Martin,

Chandrasekhar Sosale,

Nakano Koichi,

Raghavan Palaykotai R.,

Schaffner Kurt

Publication year - 1980

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19800630837

Subject(s) - synthon , chemistry , stereoselectivity , terpene , annulation , prostacyclin , stereochemistry , ring (chemistry) , organic chemistry , catalysis , biochemistry

Chemical transformation of tricyclo [3.3.0.0 2,8 ]octan‐3‐one (1) have been carried out in order to explore its potential utility as a versatile synthon for polycyclopentanoid terpenes and prostacyclin analogs. Various functionalizations of rings A and B and annulation of a third ring C were achieved in generally high yields. The system provides for a large measure of regio‐ and stereoselective reaction control.

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