Short and efficient synthesis of cryptophycin unit A

Eissler S, Nahrwold M, Neumann B, Stammler H-G, Sewald N (2007)
ORGANIC LETTERS 9(5): 817-819.

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Abstract
Two short synthetic approaches toward cryptophycin unit A comprise a catalytic asymmetric dihydroxylation as the sole source of chirality, while all further stereogenic centers are introduced under substrate control. The key step of the first route is a vinylogous Mukaiyama aldol addition, which introduces the alpha,beta-unsaturated ester moiety with defined configuration at the delta-carbon atom. Likewise, allylation with allyltributylstannane diastereoselectively gives the homoallylic alcohol that can be converted by a metathesis reaction to a unit A precursor.
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Eissler S, Nahrwold M, Neumann B, Stammler H-G, Sewald N. Short and efficient synthesis of cryptophycin unit A. ORGANIC LETTERS. 2007;9(5):817-819.
Eissler, S., Nahrwold, M., Neumann, B., Stammler, H. - G., & Sewald, N. (2007). Short and efficient synthesis of cryptophycin unit A. ORGANIC LETTERS, 9(5), 817-819.
Eissler, S., Nahrwold, M., Neumann, B., Stammler, H. - G., and Sewald, N. (2007). Short and efficient synthesis of cryptophycin unit A. ORGANIC LETTERS 9, 817-819.
Eissler, S., et al., 2007. Short and efficient synthesis of cryptophycin unit A. ORGANIC LETTERS, 9(5), p 817-819.
S. Eissler, et al., “Short and efficient synthesis of cryptophycin unit A”, ORGANIC LETTERS, vol. 9, 2007, pp. 817-819.
Eissler, S., Nahrwold, M., Neumann, B., Stammler, H.-G., Sewald, N.: Short and efficient synthesis of cryptophycin unit A. ORGANIC LETTERS. 9, 817-819 (2007).
Eissler, Stefan, Nahrwold, Markus, Neumann, Beate, Stammler, Hans-Georg, and Sewald, Norbert. “Short and efficient synthesis of cryptophycin unit A”. ORGANIC LETTERS 9.5 (2007): 817-819.
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4 Citations in Europe PMC

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The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis.
Kalesse M, Cordes M, Symkenberg G, Lu HH., Nat Prod Rep 31(4), 2014
PMID: 24595879
Recent approaches for the synthesis of modified cryptophycins.
Weiss C, Sammet B, Sewald N., Nat Prod Rep 30(7), 2013
PMID: 23732943
Efficient synthesis of cryptophycin-52 and novel para-alkoxymethyl unit A analogues.
Eissler S, Bogner T, Nahrwold M, Sewald N., Chemistry 15(42), 2009
PMID: 19760734

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