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Biomimetic Total Synthesis of Terpenes and Steroids through Polyene Cyclization

SCHEME 9.37 Intermolecular acetal-initiated polyene cyclization promoted by SnCL. [Pg.319]

6 Stereoselective Cyclizations of Homo(polyprenyl)arene Analogs [Pg.319]

MacMillan s group reported the first catalytic enantioselective cyclization strategy for accessing steroidal and terpe-noidal frameworks using organocatalysis [53]. This strategy represents an ambient temperature protocol, which is unprecedented in SOMO activation catalysis with respect to carbon—carbon bond formation (Schane 9.40). [Pg.319]

These catalytic enantioselective polyene cyclizations have been accomplished through the use of substrates with the appropriate functional groups on the reactive sites, such as aldehydes and hydroxylactams. Therefore, these methods cannot be applied to the enantioselective cyclization of simple isoprenoids with a terminal isoprenyl group. [Pg.319]

4 BIOMIMETIC TOTAL SYNTHESIS OF TERPENES AND STEROIDS THROUGH POLYENE CYCLIZATION [Pg.319]




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And polyene cyclization

Biomimetic cyclization

Biomimetic polyene cyclization

Biomimetic polyene cyclizations

Biomimetic synthesis

Biomimetic synthesis of steroids

Cyclization of polyene

Cyclization of terpenes

Cyclizations synthesis

Of steroids

Of terpenes

Polyene cyclization

Polyene cyclizations

Polyene synthesis

Polyenes, synthesis

Steroids polyene cyclization

Steroids total

Steroids total synthesis

Synthesis cyclization

Synthesis of steroids

Terpene polyenes

Terpenes, synthesis

Total Synthesis of

Total Synthesis of Steroids

Total synthesis biomimetic

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