Triple asymmetric synthesis for fragment assembly: Validity of approximate multiplicativity of the three diastereofacial selectivities

Allen J. Duplantier, Michael H. Nantz, John C. Roberts, Robert P. Short, Peter Somfai, Satoru Masamune

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

A strategy of triple asymmetric synthesis is illustrated to be effective for stereochemical control in fragment assembly, a task often encountered in convergent natural product synthesis. The stereochemical outcome of aldol reactions involving three chiral components supports a rule of approximate multiplicativity of facial selectivities intrinsic to the chiral reactants involved in each reaction.

Original languageEnglish (US)
Pages (from-to)7357-7360
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number52
DOIs
StatePublished - 1989
Externally publishedYes

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Biological Products
3-hydroxybutanal

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Triple asymmetric synthesis for fragment assembly : Validity of approximate multiplicativity of the three diastereofacial selectivities. / Duplantier, Allen J.; Nantz, Michael H.; Roberts, John C.; Short, Robert P.; Somfai, Peter; Masamune, Satoru.

In: Tetrahedron Letters, Vol. 30, No. 52, 1989, p. 7357-7360.

Research output: Contribution to journalArticle

Duplantier, Allen J. ; Nantz, Michael H. ; Roberts, John C. ; Short, Robert P. ; Somfai, Peter ; Masamune, Satoru. / Triple asymmetric synthesis for fragment assembly : Validity of approximate multiplicativity of the three diastereofacial selectivities. In: Tetrahedron Letters. 1989 ; Vol. 30, No. 52. pp. 7357-7360.
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