Abstract

Tandem Wittig-type Diels–Alder reactions between sugar derived phosphonates and dienoaldehydes obtained from sugar allyltins lead, with high stereoselectivity, to complex oxygenated perhydroindene derivatives with the trans junction between the five- and six-membered rings. The configuration at the newly created stereogenic centers in such bicyclo[4.3.0] systems may be monitored by the geometry of chiral phosphonates.

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